Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City Tour View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Blue Hole Ocho Rios (Island Gully Falls)

Enjoy a private Blue Hole Ocho Rios tour at Island Gully Falls, designed for travelers seeking flexibility, comfort, and an authentic Jamaican experience. This fully …More

Ocho Rios, Jamaica

4.6 (28)

Blue Hole Ocho Rios (Island Gully Falls)

Enjoy a private Blue Hole Ocho Rios tour at Island Gully Falls, designed for travelers seeking flexibility, comfort, and an authentic Jamaican experience. This fully...

1 to 2 hours Hotel pickup offered Free Cancellation

4.6 (28)

from
$50

[PRIVATE]Dunn's River & Martha Brae Rafting - Entrance & Lunch

If you love water and nature, then this is the tour for you. At Dunns River, you will experience a breathtaking waterfall that empties into …More

Lucea, Jamaica

4.9 (18)

[PRIVATE]Dunn's River & Martha Brae Rafting - Entrance & Lunch

If you love water and nature, then this is the tour for you. At Dunns River, you will experience a breathtaking waterfall that empties into...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (18)

from
$285

Blue Hole Mineral Spring plus Weed Farm Combo Tour with Transportation

You will be picked up in a private car form your hotel, villa or specified location. Enjoy a scenic drive through the hills of Negril, …More

Montego Bay, Jamaica

5.0 (5)

Blue Hole Mineral Spring plus Weed Farm Combo Tour with Transportation

You will be picked up in a private car form your hotel, villa or specified location. Enjoy a scenic drive through the hills of Negril,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Private charter,4 hours,Spanish waters,fuik bay bbq and snorkel.

Escape the crowds and join us on our classic 68 ft motor sailing yacht for an amazing trip out on the Caribbean sea. We are …More

5.0 (10)

Private charter,4 hours,Spanish waters,fuik bay bbq and snorkel.

Escape the crowds and join us on our classic 68 ft motor sailing yacht for an amazing trip out on the Caribbean sea. We are...

4 hours Free Cancellation

5.0 (10)

from
$120

Private Blue Hole and Dunn's River Falls Tour from Montego Bay

Experience the thrill of this amazing shore excursion that departs directly from your Montego Bay hotel or the Montego Bay cruise ship pier. In just …More

Montego Bay, Jamaica

4.9 (10)

Private Blue Hole and Dunn's River Falls Tour from Montego Bay

Experience the thrill of this amazing shore excursion that departs directly from your Montego Bay hotel or the Montego Bay cruise ship pier. In just...

10 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$135

Rincón UTV Sunset Adventure: Explore & Chase the Perfect Sunset

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure. This tour offers unique experience of combined short off-road …More

Rincón, Puerto Rico

5.0 (10)

Rincón UTV Sunset Adventure: Explore & Chase the Perfect Sunset

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure. This tour offers unique experience of combined short off-road...

2 hours Free Cancellation

5.0 (10)

from
$108

Private Combo Montego Bay Ocho Rios Blue Hole Dunns River

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we …More

Montego Bay, Jamaica

5.0 (11)

Private Combo Montego Bay Ocho Rios Blue Hole Dunns River

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$75

Personalized Cultural Crawl in Port of Spain

Once you are in Trinidad you can have the experience of our cultural landscape. You will get to see and hear Steelpan Music and the …More

4.9 (11)

Personalized Cultural Crawl in Port of Spain

Once you are in Trinidad you can have the experience of our cultural landscape. You will get to see and hear Steelpan Music and the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$92

Award yourself with a unique, quintessential retreat, offering a tropical once in a lifetime memory, taking al fresco dinning to a Caribbean Paradise! Started in …More

Grand Case, St Maarten

4.4 (9)

Luxury Private Picnic in Paradise Beach

Award yourself with a unique, quintessential retreat, offering a tropical once in a lifetime memory, taking al fresco dinning to a Caribbean Paradise! Started in...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.4 (9)

from
$253

Saona island - Private Tour with a Luxury Speed Boat

Depart from Bayahibe aboard a unique, cigarette-style speed boat Boat equipped with sofa, one bedroom Maximum 6 people on board for your comfort Thanks to …More

Punta Cana, Dominican Republic

5.0 (10)

Saona island - Private Tour with a Luxury Speed Boat

Depart from Bayahibe aboard a unique, cigarette-style speed boat Boat equipped with sofa, one bedroom Maximum 6 people on board for your comfort Thanks to...

6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$1,490

Stepping High Mountain Tour and Blue Hole Mineral Spring from Negril

You will be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the …More

Negril, Jamaica

5.0 (11)

Stepping High Mountain Tour and Blue Hole Mineral Spring from Negril

You will be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the...

1 to 5 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$140

Day Trip to Negril from Montego Bay/Boat Ride to Booby Cay Island/Lobster Lunch

Travelers will be driven to Seven Mile Beach in Negril, where a boat will take them to Booby Cay Island for a lobster lunch. Lunch …More

Negril, Jamaica

5.0 (10)

Day Trip to Negril from Montego Bay/Boat Ride to Booby Cay Island/Lobster Lunch

Travelers will be driven to Seven Mile Beach in Negril, where a boat will take them to Booby Cay Island for a lobster lunch. Lunch...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$170

Private Boat Tour:St.Lucia private charter

Experience the rejuvenating mud bath, stroll through the enchanting Tunnel of Love, and marvel at the majestic Waterfall. Explore the ancient tunnel of love and …More

Gros Islet, St Lucia

5.0 (11)

Private Boat Tour:St.Lucia private charter

Experience the rejuvenating mud bath, stroll through the enchanting Tunnel of Love, and marvel at the majestic Waterfall. Explore the ancient tunnel of love and...

5 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$250

Safari-city Tour Dominican Experiences Private Tours

If you’re looking to connect with the natural beauty and culture of the Dominican Republic, then look no further, this experience is for you!! Join …More

Punta Cana, Dominican Republic

5.0 (2)

Safari-city Tour Dominican Experiences Private Tours

If you’re looking to connect with the natural beauty and culture of the Dominican Republic, then look no further, this experience is for you!! Join...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$900

Luminous Lagoon Tour from Montego Bay ( Glistening Waters)

Luminous Lagoon is a natural phenomal that should be on your bucket list as one of the best things to do in Jamaica. Located in …More

Falmouth, Jamaica

4.4 (23)

Luminous Lagoon Tour from Montego Bay ( Glistening Waters)

Luminous Lagoon is a natural phenomal that should be on your bucket list as one of the best things to do in Jamaica. Located in...

2 to 3 hours Hotel pickup offered Free Cancellation

4.4 (23)

from
$47

Negril, Seven Mile Beach, Rick's Cafe Private Day Tour

Experience paradise and see Jamaica like never before with Deano’s Jamaica Tours. Whether you’re looking to see the sights or get off the beaten track, …More

Montego Bay, Jamaica

5.0 (18)

Negril, Seven Mile Beach, Rick's Cafe Private Day Tour

Experience paradise and see Jamaica like never before with Deano’s Jamaica Tours. Whether you’re looking to see the sights or get off the beaten track,...

6 to 12 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$125

6 Hour St. Thomas Private Sightseeing Tour

Embark on an unforgettable journey with us as we take you beyond the typical tourist spots to uncover the true essence of St. Thomas with …More

Cruz Bay, US Virgin Islands

4.4 (33)

6 Hour St. Thomas Private Sightseeing Tour

Embark on an unforgettable journey with us as we take you beyond the typical tourist spots to uncover the true essence of St. Thomas with...

6 hours Hotel pickup offered Free Cancellation

4.4 (33)

from
$599

Take a comprehensive tour of Negril in one day from your hotel in Ocho Rios. Drive through Montego Bay and Lucea en route to the …More

Boscobel, Jamaica

5.0 (11)

Private Negril Day Trip From Ocho Rios

Take a comprehensive tour of Negril in one day from your hotel in Ocho Rios. Drive through Montego Bay and Lucea en route to the...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$160

Full-Day Private Cruise in Cayo Caracoles

Enjoy the luxury of your own private boat in the pristine waters of La Parguera. You will never forget your day in Cayo Caracoles or …More

4.7 (13)

Full-Day Private Cruise in Cayo Caracoles

Enjoy the luxury of your own private boat in the pristine waters of La Parguera. You will never forget your day in Cayo Caracoles or...

4 hours Free Cancellation

4.7 (13)

from
$500

Join us to experience the Tabacalera Cremo Factory Tour, a unique and unparalleled journey through the artistry of Cigar-making in Puerto Plata. Enjoy a hand-rolled …More

5.0 (12)

Cigar Factory Tour in Puerto Plata

Join us to experience the Tabacalera Cremo Factory Tour, a unique and unparalleled journey through the artistry of Cigar-making in Puerto Plata. Enjoy a hand-rolled...

30 minutes

5.0 (12)

from
$18

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are:

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?